L-Tartaric acid → HCID 86753194, compound

Participants

Reaction Steps

Trans-3-amino-1-benzyl-4-methoxypyrrolidine (racemic; 22.4 g) disclosed in Japanese Laid-open Patent Publication No. 69474/1990 and 19.6 g of L-tartaric acid were dissolved in methanol (350 ml), and the resulting solution was left still at room temperature for 7 hours. Precipitated L-tartrate was taken by filtration, and then, was subjected to recrystallization with methanol and water, and thus, there was obtained trans-3-amino-1-benzyl-4-methoxypyrrolidine L-tartrate (14.1 g) having the following physical properties. Then, all the mother liquors were put together, and the solvent was distilled off under reduced pressure, and then, a saturated brine was added, and, subsequently, potassium carbonate was added so that the obtained mixture might become basic. Then, the mixture was extracted with ethyl acetate. The obtained extract was washed with saturated brine, and was then dried over anhydrous sodium sulfate, and solvent was distilled off under reduced pressure. The resultant residue and D-tartaric acid (6.73 g) were dissolved in methanol (180 ml), and the obtained solution was left still at room temperature for 7 hours. Precipitated D-tartrate was taken by filtration, and was then subjected to recrystallization with methanol and water, and thus, there was obtained trans-3-amino-1-benzyl-4-methoxypyrrolidine D-tartrate (9.9 g) having the following physical properties.

Provenance & Evidence